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craigslist

Vacation Rentals in Chicago

  1. see also
  2. Florida beach week Febuary 7-14 (7 nights) last minute rental
    $1,250
    Hollywoo Beach
  3. 28294 Ferry Rd!!
    $1,300
    Warrenville
  4. Stunning 1-bedroom condo in Linden Woods
    $1,400
    Aurora
  5. Treasure Island Florida Timeshare Rental
    $875
    TREASURE ISLAND FL.
  6. PRESIDENTS DAY WEEKEND / WISCONSIN DELLS
    $0
    CHRISTMAS MOUNTAIN
  7. SKI WEEKEND IN MICHIGAN / MOUNTAIN RUN AT BOYNE
    $0
    BOYNE FALLS, MICHIGAN
  8. Wyndham Glacier Canyon -The Wilderness Waterpark in 1 & 2 bdrm 2/20-22
    $749
    north chicagoland
  9. Wilderness Resort Wyndham Glacier Canyon condo Jan 19-22, plus more!
    $399
    Willowbrook
  10. Lake Chippewa in Hayward WI-Log home for rent weekly
    $3,900
    Hayward
  11. great 1br/1ba in downtown evanston
    $1,500
    Evanston
  12. charming evanston one bedroom
    $1,450
    Evanston
  13. Cabin for rent
    $200
    smoky mountains
  14. Tiny Summer Home for Immediate Sale
    $0
    Chicago
  15. Independence Day week
    $1,200
    Wisconsin Dells, Wi.
  16. Special Florida Winter Rates (January - March)
    $0
    St. Petersburg, Florida
  17. 2 bedroom Vacation Condo that sleeps 8 in Beautiful Breckenridge
    $6,500
    Breckenridge
  18. Waterfront Cottages with boats
    $135
    Barryton
  19. Old Naples Florida Resort rental. 3 weeks starting March 2026.
    $2,700
    Naples
  20. Superbowl Party and Final Four Accommodations
    $1,990
    10 minutes from Grand Rapids Airport
  21. Wisconsin dells Glacier canyon August
    $600
    Fredonia
  22. Wisconsin dells Glacier canyon
    $200
    Fredonia
  23. 2 Bedroom 16x80 Manufactured Home
    $2,150
    St. Cloud, Fl.
  24. 2 Bedroom Aframe
    $0
    city of chicago
  25. Perfect 2 bedroom apt in West Loop Location!
    $2,900
    University Village
  26. Wisconsin Dells-Glacier Canyon March 8-11 2 Pres w/ 6 wrstbnds
    $299
    Wisconsin Dells
  27. Functional studio- one bathroom apt
    $1,800
    Depaul
  28. Beautiful 1-BR in exciting West Town / Ukrainian Village
    $2,100
    West Park|West Town
  29. Sun-drenched, gorgeous 2-bed, 2-bath sublet
    $2,700
    West Park|West Town
  30. Extremely High End 2BR 2BA Condo!
    $2,600
    University Village
  31. Studio apt in Lakeview | Great Location & Amenities!
    $1,550
    Boys Town|Lakeview
  32. 8th Floor- 2 bedroom In Prime Lincoln Park!
    $2,400
    Chicago, IL
  33. Wisconsin Dells - Glacier Canyon Feb 27-March 1 w/ 4 wrtpk wristbands
    $349
    Wisconsin Dells
  34. Wisconsin Dells - Glacier Canyon Feb 20-22 w/8 waterpark wristbands
    $299
    Wisconsin Dells
  35. Wisconsin Dells - Glacier Canyon Feb 9-13 w/10 waterpark wtbnds
    $249
    Wisconsin Dells
  36. Minnesota Lake cabin
    $1,000
    north chicagoland
  37. Stunning One Bedroom One Bathroom corner unit
    $1,400
    Chicago
  38. Furnished motel style suite, No Deposit daily $ 75.00 weekly $350
    $395
    Bartlett ILLINOIS 60103
  39. Furnished motel style suite, No Deposit daily $ 75.00 weekly $350
    $395
    Bartlett ILLINOIS 60103
  40. Furnished motel style suite, No Deposit daily $ 75.00 weekly $395
    $395
    Bartlett ILLINOIS 60103
  41. Furnished motel style suite, No Deposit daily $ 75.00 week;y 395.00
    $395
    Bartlett ILLINOIS 60103
  42. Furnished motel style suite, No Deposit daily $ 75.00 weekly $395
    $395
    Bartlett ILLINOIS 60103
  43. TIME SHARE WEEKS FOR RENT
    $1,000
    WINFIELD/WEST CHICAGO
  44. 118 Douglas Ave
    $1,000
    Naperville
  45. PUEBLO BONITO ROSE RESORT
    $4,000
    Chicago
  46. Lakewood Dr home
    $1,100
    Wilmington
  47. Wisconsin Dells - Glacier Canyon March 1-4 w/10 waterpark wtbnds
    $299
    Wisconsin Dells
  48. Wisconsin Dells-Glacier Canyon Feb 2-6 2 Pres w/ 6 wrstbnds
    $299
    Wisconsin Dells
  49. Visiting the Evanston area for 3 days or more? Check us out.
    $269
    Evanston IL
  50. THIS BEAUTIFUL GEORGIAN SHOWS TRUE PRIDE
    $2,140
    Chicago
  51. RARE - WI Dells - Christmas Mountain-3BR Villa- 7 Nights June 19-26th
    $1,300
    7 Nights
  52. Wisconsin Dells-Glacier Canyon Jan 26-30 2 Pres w/ 6 wrstbnds
    $249
    Wisconsin Dells
  53. Wisconsin Dells-Glacier Canyon Feb 16-20 4 Pres w/ 10 wrstbnds
    $399
    Wisconsin Dells